Practical tips guiding you from the classroom to corporate leadership.

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Your Resume Is Leaving Out the Good Stuff

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Explore Jobs for Free * I may receive a commission if you choo...

Apr 25, 2026

This Resume Change Makes Teachers Look More Senior

The Challenge We're Solving Today The biggest resume mistake teachers make during a career change is talking too much about students. I know... that sounds strange at first. You might be thinking, "Wait... are you saying I should not talk about my work and outcomes with students at all?" For the...

Apr 18, 2026

If You Can’t Explain Your Target Job in Two Sentences, Don’t Apply

Read on my website / Read time: 4 minutes A lot of transitioning educators think they know their target job. Then I ask one simple question: What makes you excited to spend your days working as a [target job]? And the person I'm speaking to rambles. Not once.Not occasionally.The last 6 meeti...

Apr 11, 2026

I hit rock bottom.

It wasn't in the middle of a lesson. It wasn’t about the students, and it wasn’t even about teaching itself. It was paperwork. At my school, we had to complete Personalized Education Plans, PEPs, for every student performing below grade level who didn’t already have an IEP. They were handwritten...

Apr 04, 2026

Teachers Who Land $100K Roles Do This Differently

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Explore Ed Adjacent Roles Join the $100K+ Club in Your Next RoleL...

Mar 28, 2026

The Resume Line That Instantly Tells Recruiters You’re Still a Teacher

The Challenge We're Solving Today Your resume summary sounds like this: “Dedicated educator with 10 years of classroom experience.” It’s accurate. It’s also working against you. It tells the reader your identity.It does not show your value. Why This Matters to You Your summary sets the tone for...

Mar 21, 2026

6 Roles Teachers Land When EdTech Doesn't Work Out

Read on my website / Read time: 4 minutes A lot of teachers start their career search in the same place. EdTech. It feels like the obvious move. You already understand learning, curriculum, and the education world. So you start applying. A few roles here. A few more there. Then a few weeks pas...

Mar 14, 2026

You Are Not a Helper.

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Find Jobs * I may receive a commission if you choose to make a...

Mar 07, 2026

Here's Who Actually Gets Out of the Classroom

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Explore Jobs * I may receive a commission if you choose to make a p...

Feb 28, 2026

Why the Edtech Tool You Love... Can't Hire You (Yet)

The Challenge We're Solving Today You’re using an edtech product in your classroom, you love it, and now… They’ve posted a job. At your own district. You’re thinking: "This is perfect. I’m already a superfan!!" But here's the twist... you probably can’t get hired — not because you’re not qualifi...

Feb 21, 2026

9 Job Boards Every Transitioning Teacher Should Bookmark (that aren't LinkedIn or Indeed)

Let me ask you something. Are you only using LinkedIn and Indeed to look for jobs? If you said "yes," this might be slowing you down. I hear this a lot: "I’ve applied to so many jobs.""I check LinkedIn every day.""Why am I not getting interviews?" If that sounds like you, keep reading. Why Th...

Feb 14, 2026

Your Career Change Has a "Drop-Off Point." Here’s How to Find It and Fix It.

The Challenge We’re Solving Today You’ve applied to dozens of roles, tailored your resume (or so you thought), and even landed a few interviews but nothing’s moving. You feel like your job search is stuuuuck. It gets frustrating. Demoralizing. Gutting. You’re doing the work, but the results just...

Feb 07, 2026

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Practical tips guiding you from the classroom to corporate leadership.

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